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Please call to be added to a Waitlist.
Experience the City of Chicago
Visit the city’s best attractions on this unforgettable trip.
4 Days and 3 Nights
95,700 StarOptions®
Per Package (up to two persons)
Timeshare sales presentation required.CALL 800-229-5630
To be added to the waitlist for this event
Please note: To book this event and participate in all activities, Owners must sign a release form.
CALL 800-229-5630
Space is limited to only 0 packages.
95,700 Vacation Club Points
Per Package (up to two persons)
Timeshare Sales Presentation Required
CALL 800-229-5630
Space is limited to only 0 packages.
EVENT DETAILS
Be blown away by the Windy City.
As the biggest city in the Midwest, Chicago has no shortage of fun and amazing things to do. From museums and outdoor art exhibits to skyscrapers and an aquarium, the choice isn’t which unforgettable experience you’ll have — it’s which one you’re doing first. Your getaway includes tickets to two iconic attractions, your choice of three others, plus dinner.
Your big-city adventure starts with check-in at the W Chicago Lakeshore, followed by a delicious welcome reception at Beatnik On The River. Named after the Bohemian freethinkers of the 1950s and ’60s, Beatnik channels the generation’s sense of style, aspiration, and rebellion. Savor ingredient-laden cocktails and Mediterranean cuisine, all with spectacular views of the Chicago River. The next day, explore the city at your own pace with the Chicago CityPASS®. A visit to the Shedd Aquarium and a trip up to the Skydeck Chicago is included, plus your choice of three additional attractions from many of the city’s offerings.
Come the evening, meet up with Owners at the Tortoise Supper Club. This authentic Chicago supper club experience features prime rib, steak, seafood, salads, and a variety of delicious cocktails.
For a day-by-day schedule of this event, go to the ITINERARY tab above.

Each package includes accommodations for up to two guests at the W Chicago Lakeshore. Please note: Guests must be 21 years of age or older to attend the events described below.
Day 1
- Day of Arrival
Check in at the W Chicago Lakeshore at 4 p.m.
- Welcome Reception at Beatnik On The River
Meet with fellow Owners in a unique eatery right on the edge of the Chicago River.
Day 2
- Explore the City With the Chicago CityPASS®
Visit the Shedd Aquarium or Skydeck Chicago as well as your choice of three other attractions offered in the pass.
- Explore the City On Your Own with the Chicago CityPASS
Visit the Shedd Aquarium and Skydeck Chicago as well as your choice of three other attractions offered with the pass.
Day 3
- Your 90-Minute Personal Sales Presentation of the Sheraton® Flex Program
Discover the newest travel opportunities available through ownership and the Abound by Marriott Vacations™ exchange program.
Day 4
- Day of Departure
Check out by noon.
CHICAGO, ILLINOIS
Answer the Call of the Windy City
See the best of the Midwest as you walk around and see the sights of Chicago. Stroll Michigan Avenue (aka The Magnificent Mile), take a unique selfie at the famous Bean, or take a thrilling speedboat ride over the lake from Navy Pier. In the mood for arts and culture? The Field Museum and Shedd Aquarium will let you play while you learn, or catch a Broadway-level live performance of your favorite stage plays.
W CHICAGO LAKESHORE
A Touch of Modern in Downtown Chicago
Take on the big city in comfort and style. Begin your day’s adventures with a lakeside walk on the Lakefront Trail or an energizing workout in FIT, the hotel’s gym and fitness center. Once your day is finished, return to the hotel for a dip in the indoor pool or simply return to your room for rest and relaxation.
CALL 800-229-5630
To be added to the waitlist for this event
This offer is sponsored by Sheraton Flex Vacations, LLC.
Eligibility - his offer is being made to select Owners in the Vistana Signature Network®. Participants must reside in one of the following states to be eligible for this offer: AK, AZ, CA, CO, CT, D.C., DE, FL, GA, HI, IL, IN, KS, KY, MA, MI, MO, MN, MT, NH, ND, NJ, NM, NY, NC, OH, PA, SC, TX, TN, VT, VA, WA, WI, WY. Offer is not transferable. No substitutions will be permitted without Sponsor approval. To qualify, at least one person in each couple must own a vacation interest with Vistana Signature Experiences.
Excluded from this offer are:
- (i) Employees of Marriott Vacations Worldwide Corporation, its affiliated companies, and their immediate family members;
- (ii) Owners with a confirmed reservation for, or who have attended, an Exclusive Owner Event and timeshare presentation sponsored by Marriott Ownership Resorts, Inc., or its affiliates, within 6 months of the date that this package commences;
- (iii) Owners with a confirmed reservation for, or who have attended, a Cruise Event sponsored by Marriott Ownership Resorts, Inc., or its affiliates, within 6 months of the date that this package commences.
Presentation - Attendance at the preview and sales presentation (lasting approximately 90 minutes) is required to receive this special offer. If married, cohabitating or in a life partnership, both parties must attend together to receive this special offer. Owners who do not attend the sales presentation may be charged up to the full retail value of this package.
Offer - Not valid in conjunction with any other promotion. Travel is restricted to dates of the event. Offer cannot be modified. All currency mentions are U.S. Dollars. Airfare, transportation, additional expenses, applicable taxes, if any, and gratuities are not included with this offer. Due to the special pricing of this offer, we are unable to offer Marriott Bonvoy® program member benefits.
Room Reservations - Do not purchase airfare until your arrival dates are confirmed. You may incur other incidental fees that are not included in your package cost, such as telephone charges, transportation, meals, tickets, taxes, tips, housekeeping and other charges of a personal nature, if you request these services. The total retail value of this package is $1,997. Retail value of accommodations is $1,200. The total retail value of incentives is $797. Accommodations may be subject to change or unavailable. Alternate accommodations may be used if necessary. Offer available to the first qualified Owners booked.
Cancellations –
Prior to arrival:
- Cancellation within 24 hours of booking:
Owners may cancel their Exclusive Owner Event reservation up to 24 hours after booking and receive their ownership points back without penalty. This 24-hour period is applicable to reservations made both outside and inside of 61 days prior to arrival time frame.
- Cancellation up to 61 days prior to arrival:
Owners may cancel their Exclusive Owner Event reservation up to 61 days prior to arrival and their ownership points will be restored.
- Cancellation 60 days prior to arrival or less:
If an Owner cancels their Exclusive Owner Event reservation 60 days prior to arrival or less; their ownership points will be forfeited.
Upon purchase:
-Residents of Michigan, Minnesota, New Mexico, North Dakota and Texas may cancel within fifteen business days of package purchase date and their ownership points will be restored. Cancellations must be made in writing within fifteen business days of package purchase date. Cancellation notices must be sent to Owner Events Team, 7812 Palm Parkway, Orlando, Florida, United States, 32836.
Inclusions - Visit the Itinerary tab of the Exclusive Owner Event webpage for details on inclusions. Premiums, if applicable, are not redeemable for cash and may be subject to change, and/or unavailable. Substitutions, if available, will be at Sponsor’s sole discretion.
CA – VSE California Sales, Inc. CA-BRE #01298795. James Miller, Responsible Broker. NJ – N.J. Reg. No. 15-99-0004. NY – Price of Sheraton Flex Vacations, LLC timeshare interests (CP16-0094) is $9,977–$124,211 per vacation ownership interest as of 10/31/24. Prices subject to change.
Actual experiences will be provided via contractual arrangements with third-party providers. Marriott Vacations Worldwide Corporation and its affiliates and subsidiaries make no warranty, expressed or implied, as to the condition, capacity, performance, or any other aspect of the activities, events, or services provided by third-party vendors. Do not consider this an endorsement of or recommendation for any of the activities, events, or providers.
All third-party marks are the trademarks of their respective owners, and their use does not constitute an endorsement or affiliation with The Marriott Vacation Clubs or its programs or products.
Equal Housing Opportunity.
This advertising material is being used for the purpose of soliciting sales of timeshare interests.